N-Acetylanthranilic acid
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    WARNING: This product is for research use only, not for human or veterinary use.

MedKoo CAT#: 591983

CAS#: 89-52-1

Description: N-Acetylanthranilic acid is a Degradation product or quinaldine..


Price and Availability

Size
Price

25g
USD 240
Size
Price

Size
Price

N-Acetylanthranilic acid purity > 98%, is in stock. Current shipping out time is about 2 weeks after order is received. CoA, QC data and MSDS documents are available in one week after order is received.


Chemical Structure

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Theoretical Analysis

MedKoo Cat#: 591983
Name: N-Acetylanthranilic acid
CAS#: 89-52-1
Chemical Formula: C9H9NO3
Exact Mass: 179.0582
Molecular Weight: 179.18
Elemental Analysis: C, 60.33; H, 5.06; N, 7.82; O, 26.79


Synonym: N-Acetylanthranilic acid; NSC 17831; NSC-17831; NSC17831

IUPAC/Chemical Name: 2-Acetamidobenzoic acid

InChi Key: QSACCXVHEVWNMX-UHFFFAOYSA-N

InChi Code: InChI=1S/C9H9NO3/c1-6(11)10-8-5-3-2-4-7(8)9(12)13/h2-5H,1H3,(H,10,11)(H,12,13)

SMILES Code: O=C(O)C1=CC=CC=C1NC(C)=O


Technical Data

Appearance:
Solid powder

Purity:
>98% (or refer to the Certificate of Analysis)

Shipping Condition:
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition:
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility:
Soluble in DMSO

Shelf Life:
>3 years if stored properly

Drug Formulation:
This drug may be formulated in DMSO

Stock Solution Storage:
0 - 4 C for short term (days to weeks), or -20 C for long term (months).

Harmonized System Code:
2934.99.03.00


References

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2: Hamed A, Abdel-Razek AS, Frese M, Wibberg D, El-Haddad AF, Ibrahim TMA, Kalinowski J, Sewald N, Shaaban M. N-Acetylborrelidin B: a new bioactive metabolite from Streptomyces mutabilis sp. MII. Z Naturforsch C. 2018 Jan 26;73(1-2):49-57. doi: 10.1515/znc-2017-0140. PubMed PMID: 29055178.

3: Tian S, Yang Y, Liu K, Xiong Z, Xu L, Zhao L. Antimicrobial metabolites from a novel halophilic actinomycete Nocardiopsis terrae YIM 90022. Nat Prod Res. 2014;28(5):344-6. doi: 10.1080/14786419.2013.858341. Epub 2013 Nov 18. PubMed PMID: 24236566.

4: Barsoum F, Georgey H, Abdel-Gawad N. Anti-inflammatory activity and PGE2 inhibitory properties of novel phenylcarbamoylmethyl ester-containing compounds. Molecules. 2009 Feb 11;14(2):667-81. doi: 10.3390/molecules14020667. PubMed PMID: 19214155.

5: Kolkenbrock S, Parschat K, Beermann B, Hinz HJ, Fetzner S. N-acetylanthranilate amidase from Arthrobacter nitroguajacolicus Rü61a, an alpha/beta-hydrolase-fold protein active towards aryl-acylamides and -esters, and properties of its cysteine-deficient variant. J Bacteriol. 2006 Dec;188(24):8430-40. Epub 2006 Oct 13. Erratum in: J Bacteriol. 2007 May;189(10):3933. PubMed PMID: 17041061; PubMed Central PMCID: PMC1698245.

6: Polyakov NE, Khan VK, Taraban MB, Leshina TV, Luzina OA, Salakhutdinov NF, Tolstikov GA. Mechanisms of photoinduced electron transfer reactions of lappaconitine with aromatic amino acids. Time-resolved CIDNP study. Org Biomol Chem. 2005 Mar 7;3(5):881-5. Epub 2005 Feb 4. PubMed PMID: 15731875.

7: Overhage J, Sielker S, Homburg S, Parschat K, Fetzner S. Identification of large linear plasmids in Arthrobacter spp. encoding the degradation of quinaldine to anthranilate. Microbiology. 2005 Feb;151(Pt 2):491-500. PubMed PMID: 15699198.

8: Shi Z, Krantz BA, Kallenbach N, Sosnick TR. Contribution of hydrogen bonding to protein stability estimated from isotope effects. Biochemistry. 2002 Feb 19;41(7):2120-9. PubMed PMID: 11841202.

9: Dai X, Wong A, Virgil SC. Synthesis and Resolution of Quinazolinone Atropisomeric Phosphine Ligands(,). J Org Chem. 1998 Apr 17;63(8):2597-2600. PubMed PMID: 11672124.

10: Hund HK, de Beyer A, Lingens F. Microbial metabolism of quinoline and related compounds. VI. Degradation of quinaldine by Arthrobacter sp. Biol Chem Hoppe Seyler. 1990 Oct;371(10):1005-8. PubMed PMID: 2076195.

11: Hedstrom L, Moorman AR, Dobbs J, Abeles RH. Suicide inactivation of chymotrypsin by benzoxazinones. Biochemistry. 1984 Apr 10;23(8):1753-9. PubMed PMID: 6562904.

12: Son OS, Everett DW, Fiala ES. Metabolism of o-[methyl-14C]toluidine in the F344 rat. Xenobiotica. 1980 Jul-Aug;10(7-8):457-68. PubMed PMID: 7445517.

13: Soliman FS, Shafik RM, Elnenaey EA. Synthesis of methaqualone and its diphasic titration in pure and tablet forms. J Pharm Sci. 1978 Mar;67(3):411-3. PubMed PMID: 641736.

14: Paul RC, Ratledge C. Further studies on anthranilate N-acetyltransferase and the metabolism of N-acetylanthranilic acid in Aerobacter aerogenes. Biochim Biophys Acta. 1973 Aug 17;320(1):9-15. PubMed PMID: 4748369.

15: Paul RC, Ratledge C. N-Acetylanthranilic acid biosynthesis in Aerobacter aerogenes and Escherichia coli. Biochim Biophys Acta. 1971;230(3):451-61. PubMed PMID: 4931932.

16: Paul RC, Ratledge C. Biosynthesis of N-acetylanthranilic acid by aromatic auxotrophs of Aerobacter aerogenes and Escherichia coli. Biochem J. 1970 Oct;119(5):36P. PubMed PMID: 4923918; PubMed Central PMCID: PMC1179503.